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16-Day Caribbean Cruises

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Experience the wonders of the Caribbean on Adventure Life's 16-day carefully curated tours. Discover paradise beaches, take in the fresh ocean breeze, and explore charming cities like Las Palmas and San Sebastian. Whether you choose a small ship cruise or sailing adventure, each day promises relaxation and adventure in equal measure. With activities ranging from small ship cruises to small ship sailing, this journey offers a relaxed pace perfect for unwinding and exploring the beauty of the Caribbean islands. Join us on a trip that combines luxury with cultural exploration, and contact one of our Trip Planners for help planning your next seamless trip.
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The stunning blue coastline of the Canary Islands
from $2,720
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Westbound Atlantic Ocean Crossing

16 Day Itinerary aboard Star Clipper
Starts / Ends
Las Palmas / Bridgetown
Activities
Small Ship Sailing
Activity Level
Variable
Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic Ocean. Start at the famous and charming city of Las Palmas, Gran Canaria, and voyage to the stunningly beautiful Caribbean Islands.
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Cruise Details
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Funchal, Madeira, Portugal
from $2,810
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Westbound Atlantic Ocean Crossing

Lisbon - Barbados - 16 Day Itinerary aboard Royal Clipper
Starts / Ends
Lisbon / Bridgetown
Activities
Archaeological Site Visits
Activity Level
Variable
Sail across the Atlantic on this 16-day cruise aboard the Royal Clipper, blending culture and adventure. Discover Lisbon’s charm, Portimao’s historical treasures, Madeira’s vibrant nightlife, and Barbados’ stunning shores, with serene days at sea in between.
  • Explore Lisbon’s vibrant streets
  • Discover Portimão’s historic charm
  • Wander Funchal’s lush landscapes
  • Cruise Barbados’ stunning shores
Cruise Details
0
The stunning blue coastline of the Canary Islands
from $2,850
EXPLORE

Westbound Atlantic Ocean Crossing

Las Palmas to Barbados - 16 Day Itinerary aboard Star Flyer
Activity Level
Variable
Sit back and take in the smell of the fresh ocean breeze up on deck on this extraordinary 16-day cruise that takes you across the Northern Atlantic Ocean. Start at the famous and charming city of Las Palmas, Gran Canaria, and voyage all the way to the stunningly beautiful Caribbean Islands.
  • Visit Las Palmas, Gran Canaria
  • Take in the fresh ocean breeze
  • Explore San Sebastian, La Gomera
  • Relax on paradise beaches
Cruise Details
0
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